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Molecules 2014, 19(1), 795-818; doi:10.3390/molecules19010795
Article

Synthesis and Photophysical Property Studies of the 2,6,8-Triaryl-4-(phenylethynyl)quinazolines

1,* , 1
, 2
 and 3,4
1 Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa 2 Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom 32512, Egypt 3 Chemistry Department, Faculty of Science, Kafrelsheikh University, Kafrelsheikh 33516, Egypt 4 Higher Institute of Engineering and Technology, Kafrelsheikh 33516, Egypt
* Author to whom correspondence should be addressed.
Received: 29 October 2013 / Revised: 30 December 2013 / Accepted: 6 January 2014 / Published: 10 January 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

The 2-aryl-6,8-dibromo-4-chloroquinazolines derived from the 2-aryl-6,8-dibromoquinazolin-4(3H)-ones were subjected to the Sonogashira cross-coupling with terminal acetylenes at room temperature to afford novel 2-aryl-6,8-dibromo-4-(alkynyl)quinazoline derivatives. Further transformation of the 2-aryl-6,8-dibromo-4-(phenylethynyl)quinazolines via Suzuki-Miyaura cross-coupling with arylboronic acids occurred without selectivity to afford the corresponding 2,6,8-triaryl-4-(phenylethynyl)quinazolines. The absorption and emission properties of these polysubstituted quinazolines were also determined.
Keywords: 2-aryl-6,8-dibromoquinazolin-4(3H)-ones; 2-aryl-6,8-dibromo-4-chloroquinazolines; Sonogashira cross-coupling; 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines; Suzuki cross-coupling; 2,6,8-triaryl-4-(phenylethynyl)quinazolines; photophysical properties 2-aryl-6,8-dibromoquinazolin-4(3H)-ones; 2-aryl-6,8-dibromo-4-chloroquinazolines; Sonogashira cross-coupling; 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines; Suzuki cross-coupling; 2,6,8-triaryl-4-(phenylethynyl)quinazolines; photophysical properties
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Mphahlele, M.J.; Paumo, H.K.; El-Nahas, A.M.; El-Hendawy, M.M. Synthesis and Photophysical Property Studies of the 2,6,8-Triaryl-4-(phenylethynyl)quinazolines. Molecules 2014, 19, 795-818.

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